87-19-4

Basic information

• Product Name: Isobutyl salicylate
• Synonyms: 2-hydroxy-benzoicaci2-methylpropylester;2-Isobutoxycarbonylphenol;2-methylpropyl salicylate;Benzoicacid,2-hydroxy-,2-methylpropylester;Orchindone;FEMA 2213;ISOBUTYL SALICYLATE;ISOBUTYL O-HYDROXYBENZOATE
• CAS NO: 87-19-4
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23
• EINECS: 201-729-9
• Product Categories: Alphabetical Listings;Flavors and Fragrances;I-L
• Mol File: 87-19-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 5.9°C
• Boiling Point: 267 °C(lit.)
• Flash Point: 230 °F
• Appearance: /
• Density: 1.064 g/mL at 25 °C(lit.)
• Vapor Pressure: 5Pa at 20℃
• Refractive Index: n20/D 1.509(lit.)
• PKA: 8.11±0.30(Predicted)
• Water Solubility: 19.5mg/L at 20℃
• CAS DataBase Reference: Isobutyl salicylate(CAS DataBase Reference)
• NIST Chemistry Reference: Isobutyl salicylate(87-19-4)
• EPA Substance Registry System: Isobutyl salicylate(87-19-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36
• WGK Germany: 3
• RTECS: VO4320000
• Hazardous Substances Data: 87-19-4(Hazardous Substances Data)

Usage

Description

Isobutyl salicylate has an orchid, wintergreen-like odor similar to amyl salicylate and a bitter taste. May be synthesized by esterification of isobutyl alcohol and salicylic acid.

Chemical Properties

Different sources of media describe the Chemical Properties of 87-19-4 differently. You can refer to the following data:
1. Isobutyl salicylate has a somewhat harsh, floral, herbaceous odor similar to amyl salicylate and a bitter taste.
2. Colorless liquid; may have slightly yellowish tinge.Soluble in alcohol and mineral oil, insoluble in water and glycerol. Combustible.

Occurrence

Has apparently not been reported to occur in nature

Uses

Different sources of media describe the Uses of 87-19-4 differently. You can refer to the following data:
1. isobutyl salicylate is used as a reactant in the new boron(III)-catalyzed esterifications and amidations of carboxylic acids and Ritter addition reaction.
2. Perfumery, flavoring.

Preparation

By esterification of isobutyl alcohol and salicylic acid.

Taste threshold values

Taste characteristics at 3 ppm: sweet, cooling, spicy with fruity nuances

Flammability and Explosibility

Notclassified

Upstream product

• 78-83-1 2-methyl-propan-1-ol 
• 94-36-0 dibenzoyl peroxide 
• 69-72-7 salicylic acid 

Downstream Products

• 253185-03-4 tert-butylbenzene 
• 121970-14-7 2-(tetra-O-acetyl-β-D-glucopyranosyloxy)-benzoic acid isobutyl ester 
• 98092-25-2 2-acetoxy-benzoic acid isobutyl ester 
• 52040-42-3 2-hydroxy-3,5-dinitro-benzoic acid isobutyl ester 
• 52888-72-9 5-(tert-butyl)-2-hydroxybenzoic acid methyl ester 
• 10278-06-5 3-(2-hydroxy-phenyl)-2,4-dimethyl-pentan-3-ol 
• 119-36-8 methyl salicylate 
• 16094-31-8 5-tert-butylsalicylic acid 
• 69-72-7 salicylic acid 
• 52803-95-9 Isobutyl-2-(4-methylbenzyloxy)benzoat 

Relevant articles and documents

By using low-temperature co- melt solvent a method of catalytic ester (by machine translation)

The invention discloses a method of utilizing low-temperature co- melt solvent catalytic ester method, will be 0.05-0.5 mole of sharemelt solvent of low-temperature co-preprocessing, 1-5 mole of share alcohol and 1-10 mole of share of acid in the reaction vessel, stirring and heating, 25-200 ° C reaction under 2-96h, then the reaction fluid settlement , liquid, organic is accepted after passing an examination the level , get the esterification reaction products of the; reaction after the treatment and recovery of low-temperature co- melt solvent the preprocessing, can be reused. This invention utilizes the easy preparation of low-temperature co- melt solvent the preprocessing of catalytic esterification reaction, the reaction front is homogeneous, can be formed after the reaction of the two-phase reaction in the process of direct dehydration, without adding other dehydrating agent, has the advantages of simple operation, the reaction efficiency is high, corrosion of small equipment, less side reactions, the product quality is good, no pollution to the environment, and the like, it has broad application prospects. (by machine translation)

New boron(III)-catalyzed amide and ester condensation reactions

In 1996, we reported that benzeneboronic acids bearing electron-withdrawing groups at the meta- or para-position are highly effective catalysts for the amide condensation reaction in less-polar solvents. In this paper, we report that N-alkyl-4-boronopyridinium halides are more effective catalysts than the previous ones in more polar solvents. N-Alkyl-4-boronopyridinium halides are effective not only for amide condensation between equimolar mixtures of carboxylic acids and amines but also for the esterification of α-hydroxycarboxylic acids in alcohol solvents. Furthermore, perchlorocatecholborane is more effective than areneboronic acids for the amide condensation of sterically demanding carboxylic acids. In addition, Lewis acid-assisted Br?nsted acid (LBA), which is prepared from a 1:2 M mixture of boric acid and tetrachlorocatechol, is effective for the Ritter reaction from alcohols and nitriles to amides.

PERFUME COMPOSITION

A perfume composition contains specified ketones, salicylates and alcohols/acetates/propionates. Use of such a perfume composition inhibits development of human body malodour. The combination of specified materials makes it possible to avoid inclusion of individual components with powerful, unacceptable odours. The perfume composition may be used in various products notably in a fabric conditioning product used during the rinsing or tumble drying of fabrics after washing to soften the fabrics.